Category: 98730-77-9

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 98730-77-9 as follows. name: 1-(Hydroxymethyl)cyclopropanecarbonitrile

Step 2. Preparation of 1-((1,3-dioxoisoindolin-2 yl)methyl)cyclopropanecarbonitrile A solution of 1-(hydroxymethyl)-cyclopropanecarbonitrile (5.52 g, 56.8 mmol), phthalimide (9.20 g, 62.5 mmol), and triphenylphosphine (16.4 g, 62.5 mmol) in THF (550 mL) was treated with DEAD (9.90 mL, 62.5 mmol) and stirred at room temperature for 17 hours. The reaction mixture was then concentrated and the resulting solids were triturated in diethyl ether (150 mL), and collected by filtration. Purification by flash chromatography (SiO2, 0-20% EtOAc in DCM) afforded 1-((1,3-dioxoisoindolin-2-yl)methyl)-cyclopropanecarbonitrile (8.8 g, 38.8 mmol, 68%) as a white solid: LCMS(m/z) 227.0 (MH+), tR=0.66 minute; 1H NMR (300 MHz, CDCl3) delta 7.90 (dd, J=5.4, 3.1 Hz, 2H), 7.77 (dd, J=5.4, 3.1 Hz, 2H), 3.81 (s, 2H), 1.30-1.44 (m, 2H), 1.28 (d, J=3.8 Hz, 2H).

According to the analysis of related databases, 98730-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Costales, Abran Q.; Huang, Shenlin; Jin, Jeff (Xianming); Liu, Zuosheng; Pecchi, Sabina; Poon, Daniel; Tellew, John; US2011/52578; (2011); A1;,
Nitrile – Wikipedia,
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Electric Literature of 98730-77-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 98730-77-9 name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1 -(Hydroxymethyl)cyclopropanecarbonitrile (1 .1 g, 1 1 .3 mmol), TBDPSCI (2.66 mL, 1 1 .3 mmol, 1 eq.), imidazole (926 mg, 13.6 mmol, 1 .2 eq.) and DMAP (69 mg, 0.57 mmol, 0.05 eq.) were combined in DCM (15 mL) and stirred at r.t. for 18 h. The mixture was partitioned between EtOAc (2 chi 20 mL) and water (20 mL), washed with brine, dried (MgS04) and solvent removed in vacuo. The residue was purified by MPLC on silica with gradient elution from 2-40% EtOAc/petrol to give the title compound as a clear oil (2.05 g, 54%); HRMS calc for CziHa NzSi 353.2044, found 353.2034.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(Hydroxymethyl)cyclopropanecarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; CHESSARI, Gianni; HOWARD, Steven; BUCK, Ildiko Maria; CONS, Benjamin David; JOHNSON, Christopher Norbert; HOLVEY, Rhian Sara; REES, David Charles; ST. DENIS, Jeffrey David; TAMANINI, Emiliano; GOLDING, Bernard Thomas; HARDCASTLE, Ian Robert; CANO, Celine Florence; MILLER, Duncan Charles; CULLY, Sarah; NOBLE, Martin Edward Maentylae; OSBORNE, James Daniel; PEACH, Joanne; LEWIS, Arwel; HIRST, Kim Louise; WHITTAKER, Benjamin Paul; WATSON, David Wyn; MITCHELL, Dale Robert; (293 pag.)WO2017/55860; (2017); A1;,
Nitrile – Wikipedia,
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Reference of 98730-77-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 98730-77-9 as follows.

Step 2: ( 1 -cyanocyclopropyljmethyl methane sulfonate; At r.t to a solution of l^hydroxymethyOcyclopropanecarbonitrile (0.41 g, 4.2 mmo.) in methylene chloride (10 mL) was added methanesulfonyl chloride (490 uL, 6.3 mmol), followed by triethylamine (1.5 mL, 10.0 mmol) and 4-dimethylaminopyridine (18 mg, 0.15 mmol). The mixture was stirred at r.L for 3 h. It was diluted with methylene chloride, washed with water and brine, dried over Na2SO4. After filtration the filtrate was concentrated to yield the crude product which was used in the next step reaction without further purification.

According to the analysis of related databases, 98730-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INCYTE CORPORATION; ZHANG, Colin; QIAN, Ding-quan; ZHUO, Jincong; YAO, Wenqing; WO2010/75270; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 98730-77-9, Computed Properties of C5H7NO

A stirred mixture of 1-(hydroxymethyl)cyclopropanecarbonitrile (24.30mmol, 2.36g) in dichloromethane (3OmL) was treated with triethylamine (48.6mmol, 6.83mL, 4.92g) and portionwise with methanesulfonyl chloride (31.6mmol, 2.445mL, 3.62g) keeping the reaction mixture at O0C. The solution was allowed to stir for 1 hour then diluted with saturated sodium hydrogencarbonate and extracted with 10% methanol/dichloromethane (x3). The organic layers were combined and concentrated under reduced pressure to give the intermediate (i-cyanocyclopropyl)methyl methanesulfonate (3.77g).1H NMR (CDCI3, 400 MHz): delta 1.18 (2H, m), 1.46 (2H, m), 3.14 (3H, s), 4.18 (2H, s)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; N.V. ORGANON; WO2009/24550; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 98730-77-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 98730-77-9 name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of 1-cyanocycloprop-1-ylmethanol (4.31 g, 44.4 mmol), obtained as in the proceeding paragraph, triethylamine (9.04 ml, 64.8 mmol) and methylene chloride (78 ml) was cooled under argon to between 0 and 5C and methanesulfonyl chloride (4.67 ml, 59.9 mmol) was added slowly. The mixture was cooled 3 hours with stirring at 0 to 5C, then diluted with water and extracted with methylene chloride. The extract was washed with 5% sodium bicarbonate, dried (MgSO4) and concentrated to dryness to give 1-cyanocycloprop-1-ylmethyl methanesulfonate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(Hydroxymethyl)cyclopropanecarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; EP748800; (1996); A3;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 98730-77-9, These common heterocyclic compound, 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Thionyl chloride (0.13 mL) was added to a solution of 1-(hydroxymethyl)cyclopropanecarbonitrile (87 mg) in toluene (2.0 mL) at room temperature. The reaction mixture was stirred at 80C for 2 hr, and the solvent was evaporated. The resulting residue was dissolved in DMF (2.0 mL), and 2-(4-chlorophenyl)-5-(4-hydroxy-3-methoxyphenyl)furo[3,2-c]pyridin-4(5H)-one (110 mg) and potassium carbonate (165 mg) were added. The reaction mixture was stirred at 80C for 3 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) and recrystallized from ethanol/2-propanol to give the title compound (56.5 mg) as a pale yellow solid. 1H NMR (400 MHz, CHLOROFORM-d): delta 1.11-1.18 (2H, m), 1.35-1.44 (2H, m), 3.88 (3H, s), 4.07 (2H, s), 6.65 (1H, d, J = 7.4 Hz), 6.90 (1H, d, J = 8.4 Hz), 6.98 (1H, d, J = 1.8 Hz), 7.05 (1H, d, J = 8.3 Hz), 7.21-7.33 (2H, m), 7.42 (2H, d, J = 8.4 Hz), 7.71 (2H, d, J = 8.3 Hz). MS (ESI+) : [M+H]+ 447.1.

The synthetic route of 98730-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; KINA, Asato; EP2848622; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 98730-77-9, The chemical industry reduces the impact on the environment during synthesis 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, I believe this compound will play a more active role in future production and life.

To a solution of 1-(hydroxymethyl)cyclopropanecarbonitrile (1.0 g) in dichloromethane (15 ml) was added pyridine (4.1 ml) at 0C, and the mixture was stirred at the same temperature for 15 min. To the obtained reaction mixture was added dropwise p- toluenesulfonyl chloride (3.9 g) , and the mixture was stirred at room temperature for 16 hr. The reaction mixture was concentrated under reduced pressure, water was added, and the mixture was extracted with dichloromethane. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1 g) . 1H NMR (400 MHz, CDCl3) delta 1.06 (2H, dd, J = 7.6, 5.7 Hz), 1.33- 1.37 (2H, m) , 2.45 (3H, s) , 3.98 (2H, s) , 7.36 (2H, d, J = 8.1 Hz) , 7.81 (2H, d, J = 8.2 Hz)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-(Hydroxymethyl)cyclopropanecarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; IGAWA, Hideyuki; TAKAHASHI, Masashi; KAKEGAWA, Keiko; IKOMA, Minoru; AIDA, Jumpei; WO2015/5489; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 98730-77-9,Some common heterocyclic compound, 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, molecular formula is C5H7NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

PPh3 (6.48 g, 24.71 mmol) and imidazole (1.682 g, 24.71 mmol) were dissolved in DCM (35 ml) and stirred at 0C. After 5 minutes, iodine (5.75 g, 22.65 mmol) was added. The resulting suspension was stirred at the same temperature for another 30 min. The solution of 1- (hydroxymethyl)cyclopropanecarbonitrile (2 g, 20.59 mmol) in 2 ml of DCM was added to the reaction mixture. The resulting mixture was then stirred at RT for 2 h, after which it was diluted with 20 ml water and 30 ml of satd. Na2S2O3 solution. About 50 ml of ether was added to the flask. The organics were extracted twice using 50 ml of ether, separated and dried over anhydrous MgSO4. The solids were filtered out, and the filtrate was carefully concentrated in vacuo and then directly loaded on a silica gel column and eluted with 0-30% EtOAc in hexanes to afford the title compound.1H NMR (CDCl3, 5000+]^^^^3.18 (s, 2H), 1.16-1.20 (m, 2H), 0.99-1.08 (m, 2H).

The synthetic route of 98730-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SHEN, Dong-Ming; KUANG, Rongze; KUMAR, Puneet; DUFFY, Joseph, L.; ZHU, Cheng; ALI, Amjad; YANG, Meng; DEBENHAM, John, S.; (124 pag.)WO2018/39094; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, molecular formula is C5H7NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 1-(Hydroxymethyl)cyclopropanecarbonitrile

In a 250 mL RBR at 0 C, 1-(hydroxymethyl)cyclopropanecarbonitrile (400 mg, 4.12 mmol) was dissolved in methylene chloride (15 mL) and triethylamine (1.148 mL, 8.24 mmol). Reaction was treated drop wise with methanesulfonyl chloride (0.353 mL, 4.53 mmol) and reaction stirred at 0 C for 2 hr. Reaction was quenched with 20 mL of saturated aqueous Na2C03 solution. Reaction mixture was diluted with Et20 and stirred vigorously for 30 minutes. Organics were isolated, dried (MgS04), filtered and concentrated under reduced pressure providing the title compound as a yellow oil which was used without further purification (622 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 98730-77-9, its application will become more common.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William R.; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; LIN, Xiaodong; MARTIN, Eric J.; PAN, Yue; PFISTER, Keith B.; RENHOWE, Paul A.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/101066; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C5H7NO

In a 250 mL RBR at 0 C, 1-(hydroxymethyl)cyclopropanecarbonitrile (400 mg, 4.12 mmol) was dissolved in methylene chloride (15 mL) and triethylamine (1.148 mL, 8.24 mmol). Reaction was treated drop wise with methanesulfonyl chloride (0.353 mL, 4.53 mmol) and reaction stirred at 0 C for 2 hr. Reaction was quenched with 20 mL of saturated aqueous Na2C03 solution. Reaction mixture was diluted with Et20 and stirred vigorously for 30 minutes. Organics were isolated, dried (MgS04), filtered and concentrated under reduced pressure providing the title compound as a yellow oil which was used without further purification (622 mg).

The synthetic route of 98730-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William R.; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; LIN, Xiaodong; MARTIN, Eric J.; PAN, Yue; PFISTER, Keith B; RENHOWE, Paul A.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/101065; (2012); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts